1-(2-氨基-4-氯苯基)-2-硝基乙酮 | 99233-26-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 1-(2-氨基-4-氯苯基)-2-硝基乙酮
• 英文名称: 5-chloro-2-nitroacetanilide
• 英文别名: 2-nitro-5-chloroacetanilide；nitro-acetic acid-(3-chloro-anilide)；Nitro-essigsaeure-(3-chlor-anilid)；N-(3-Chlorophenyl)-2-nitroacetamide
• CAS: 99233-26-8
• 化学式: C₈H₇ClN₂O₃
• 分子量: 214.608
• InChiKey: FILCGFNTVQJOPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-氨基-4-氯苯基)-2-硝基乙酮 在 硫酸 作用下， 以46%的产率得到6-chloro-indoline-2,3-dione-3-oxime
  参考文献：
  名称：

  Synthesis of Isatin 3-Oximes from 2-Nitroacetanilides

  摘要：

  通过碱性水解 1-芳基氨基-1-甲硫基-2-硝基乙烯制备的 2-硝基乙酰苯胺，在室温下用浓硫酸或三氟甲磺酸处理后可转化为异汀（1H-吲哚-2,3-二酮）3-肟。

  DOI：

  10.1055/s-1992-26223
• 作为产物：
  描述：

  (3-Chloro-phenyl)-((E)-1-methylsulfanyl-2-nitro-vinyl)-amine 在 氢氧化钾 作用下， 反应 5.0h， 以82%的产率得到1-(2-氨基-4-氯苯基)-2-硝基乙酮
  参考文献：
  名称：

  Synthesis of Isatin 3-Oximes from 2-Nitroacetanilides

  摘要：

  通过碱性水解 1-芳基氨基-1-甲硫基-2-硝基乙烯制备的 2-硝基乙酰苯胺，在室温下用浓硫酸或三氟甲磺酸处理后可转化为异汀（1H-吲哚-2,3-二酮）3-肟。

  DOI：

  10.1055/s-1992-26223

文献信息

• [EN] A PROCESS FOR THE SYNTHESIS OF BISBENZIMIDAZOLES AND ITS DERIVATIONS<br/>[FR] PROCESSUS DE SYNTHÈSE DE BISBENZIMIDAZOLES ET DE SES DÉRIVÉS
  申请人：UNIV DELHI

  公开号：WO2004063170A1

  公开（公告）日：2004-07-29

  A process for the synthesis of bisbenzimidazoles and its derivations comprising; (i) reacting 5 chloroaniline with zinc dust and acetic anhydride to produce 5 chloroacetanilide; (ii) reacting 5 chloroacetanilide with HN03 to produce 2-nitro-5-chloroacetanilide; (ix) adding sodium methoxide to 2-nitro-5-ch1oroaniline; (x) heating 2-nitro-5-chloroaniline, methyl piperazine, anhydrous K2CO3 and Dimethyl formamide at 100-120°C produce a mixture which is cooled by pouring ice and is filtered to obtain 5-(4'-methylpiperazin-1'-yl)-2-nitroaniline; (xi) treating 5-(4'-methylpiperazin-l'yl)-2-nitroaniline with Pd/C to produce 2-amino-4-(4'-methylpiperazin-1'-yl) aniline; (xii) refluxing a mixture of 2-amino-4-(4'-methylpiperazin-1'yl) aniline and ethyl-4-amino-3-nitrobenzenecarboximidate hydrochloride in presence of ethanol/glacial acetic acid to produce 4-[5'-(4'-methylpiperazin-1'-yl) 15 benzimidazol-2'-yl)-2-nitroaniline; (xiii) treating a solution of 4-[5'-(4'-methylpiperazin-1'-yi) benzimidazol-2'-yl)-2-nitroaniline with palladium on carbon to yield 2-amino-4-[5'-(4'-Methylpiperazin-1'-yl)benzimidazol-2'-yl]aniline; (xiv) heating 2-amino-4-[5'-(4'-Methylpiperazin-1'-yl)benzimidazol-2'-yl]aniline and 3-4-dimethoxy benzaldehyde using nitrobenzene as a solvent at 110-150°C to produce (DMA) i.e 5-(4-methylpiperazin-1-yl)-2-[2'-(3,4-dimethoxyphenyl)-5'-benzimidazolyl] benzimidazole; (ix) heating 2-amino-4-[5'-(4'-Methylpiperazin-1'-yl) benzimidazol-2'-YI] aniline and 5-Formyl-[3-methoxy-4-hydroxy benzimidazole] using nitrobenzene at 110°C to 150°C in presence of argon to produce (TBZ) i.e 5-(4-methylpiperazine-1-yl)-2-[2' (2'-(4-hydroxy-3methoxyphenyl)5'benzimidazolyl) -5'- benzimidazolyl] benzimidazole.

  一种合成双苯并咪唑及其衍生物的方法，包括：(i)将5-氯苯胺与锌粉和乙酸酐反应，生成5-氯乙酰苯胺；(ii)将5-氯乙酰苯胺与硝酸反应，生成2-硝基-5-氯乙酰苯胺；(ix)将甲醇钠加入2-硝基-5-氯苯胺；(x)将2-硝基-5-氯苯胺、甲基哌嗪、无水K2CO3和二甲基甲酰胺加热至100-120°C，冷却后加入冰并过滤，得到5-(4'-甲基哌嗪基)-2-硝基苯胺；(xi)用Pd/C处理5-(4'-甲基哌嗪基)-2-硝基苯胺，得到2-氨基-4-(4'-甲基哌嗪基)苯胺；(xii)在乙醇/冰乙酸存在下，回流2-氨基-4-(4'-甲基哌嗪基)苯胺和乙酰基-4-氨基-3-硝基苯甲酰胺混合物，生成4-[5'-(4'-甲基哌嗪基)-2-硝基苯胺；(xiii)用碳载钯处理4-[5'-(4'-甲基哌嗪基)-2-硝基苯胺的溶液，得到2-氨基-4-[5'-(4'-甲基哌嗪基)苯并咪唑-2-基]苯胺；(xiv)将2-氨基-4-[5'-(4'-甲基哌嗪基)苯并咪唑-2-基]苯胺和3-4-二甲氧基苯甲醛在110-150°C下用硝基苯作溶剂加热，生成(DMA)即5-(4-甲基哌嗪基)-2-[2'-(3,4-二甲氧基苯基)-5'-苯并咪唑基]苯并咪唑；(ix)将2-氨基-4-[5'-(4'-甲基哌嗪基)苯并咪唑-2-基]苯胺和5-甲酰基-[3-甲氧基-4-羟基苯并咪唑]在110°C至150°C下用硝基苯在氩气存在下加热，生成(TBZ)即5-(4-甲基哌嗪基)-2-[2'-(2'-(4-羟基-3-甲氧基苯基)-5'-苯并咪唑基)-5'-苯并咪唑基]苯并咪唑。
• Pyrimido[1,2-a ]benzimidazole derivatives
  申请人：Imperial Chemical Industries Limited

  公开号：US04167569A1

  公开（公告）日：1979-09-11

  The invention concerns 3,4-dihydropyrimido [1,2-a]benzimidazole derivatives bearing one or more substituents at positions 6, 7, 8 or 9; processes for their preparation and manufacture; and pharmaceutical compositions thereof. The compounds inhibit the aggregation of blood-platelets and may be used in vivo, in the treatment or prophylaxis of thrombosis or occlusive vascular disease, or in vitro, in helping to stabilize preparations of blood platelets. Representative compounds of the invention are 7- and 8- acetyl-3,4-dihydropyrimido[1,2-a]benzimidazol-2(1H)-one.

  这项发明涉及3,4-二氢嘧啶并[1,2-a]苯并咪唑衍生物，在6、7、8或9位置带有一个或多个取代基；它们的制备和制造过程；以及它们的药物组合物。这些化合物抑制血小板的聚集，可在体内用于治疗或预防血栓形成或闭塞性血管疾病，或在体外用于帮助稳定血小板制剂。该发明的代表性化合物是7-和8-乙酰基-3,4-二氢嘧啶并[1,2-a]苯并咪唑-2(1H)-酮。
• DYES
  申请人：——

  公开号：US20010052156A1

  公开（公告）日：2001-12-20

  A colorant for coloring keratin fibers wherein the colorant contains a substantive dye which is a 4-nitroaniline derivative corresponding to formula (I): 1 in which R 1 , R 2 , R 3 and R 4 independently of one another represent a hydrogen atom, an alkyl, hydroxyalkyl, alkoxyalkyl, carbamyl alkyl, mesylaminoalkyl, acetylaminoalkyl, ureidoalkyl, carbalkoxyaminoalkyl, sulfalkyl, piperidinoalkyl, morpholinoalkyl or phenyl radical optionally substituted by an amino group in the para position, the alkyl or alkoxy groups containing 1 to 4 carbon atoms, with the proviso that the four substituents R 1 , R 2 , R 3 and R 4 do not simultaneously represent hydrogen, and the groups —NR 1 R 2 and —NR 3 R 4 may also represent an aziridine, acetidine, pyrrolidine, piperidine, azepan, azocine, morpholine, thiomorpholine or piperazine ring which may also bear another substituent R 8 at the nitrogen atom, R 8 being a hydrogen atom, a (C 1-4 )-alkyl, hydroxy-(C 2-3 )-alkyl, (C 1-4 )-alkoxy-(C 2-3 )-alkyl, amino-(C 2-3 )-alkyl or 2,3-dihydroxypropyl group, and R 5 , R 6 and R 7 independently of one another represent ahydrogen atom, a halogen atom, a (C 1-4 )-alkyl, (C 1-4 )-alkoxy, carboxy, sulfo or (C 2-4 )-hydroxyalkyl group, or a physiologically compatible salt of the compounds with an inorganic or organic acid.

  一种用于给角蛋白纤维着色的着色剂，其中该着色剂含有一种实质性染料，该染料是与式(I)相对应的4-硝基苯胺衍生物，式中R1、R2、R3和R4分别独立地代表氢原子、烷基、羟基烷基、烷氧基烷基、氨基甲酰基烷基、甲磺基氨基烷基、乙酰氨基烷基、脲基烷基、羰基氨基烷基、磺基烷基、哌啶基烷基、吗啉基烷基或苯基基团，该苯基基团在对位可能被氨基取代，烷基或烷氧基基团含有1至4个碳原子，但R1、R2、R3和R4的四个取代基不能同时代表氢，而基团—NR1R2和—NR3R4也可以表示一个氮杂环丙烷、乙酸丙烷、吡咯烷、哌啶、氮丙烷、氮环己烷、吗啉、硫吗啉或哌嗪环，该环也可以在氮原子处带有另一个取代基R8，R8为氢原子、(C1-4)-烷基、羟基-(C2-3)-烷基、(C1-4)-烷氧基-(C2-3)-烷基、氨基-(C2-3)-烷基或2,3-二羟基丙基基团，而R5、R6和R7分别独立地代表氢原子、卤原子、(C1-4)-烷基、(C1-4)-烷氧基、羧基、磺酸基或(C2-4)-羟基烷基，或者是与无机或有机酸形成的生理相容盐。
• New diphenyl ethers having herbicidal activity
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0126294A1

  公开（公告）日：1984-11-28

  The invention relates to new diphenyl ethers of the general formula wherein X is a trifluoromethyl group or an alkylsulphonyl group having 1-4 carbon atoms; R is an alkylene or alkylidene group having 1-12 carbon atoms; and A is a bis(alkoxyethoxy)phosphinyl group having 6-12 carbon atoms, a bis(alkoxyethoxyethoxy)phosphinyl group having 10-16 carbon atoms, a carboxy group, an alkenyloxycarbonyl group having 3-6 carbon atoms, an unsubstituted aminocarbonyl group, an N-alkylaminocarbonyl group having 2-5 carbon atoms, the alkyl group of which is substituted with a dialkylamino group having 2-4 carbon atoms, a cyano group, or an alkyloxycarbonyl group having 2-5 carbon atoms, the alkyl group of which may be substituted with an alkoxy, alkylthio or alkylsulphonyl group having 1-4 carbon atoms, with an alkoxyethoxy group having 3-6 carbon atoms, with a dialkylamino group having 2-4 carbon atoms, or with a hydroxyalkyldithio group having 2-4 carbon atoms; with the provisos, that a) when X is a trifluoromethyl group and R is an alkylene or alkylidene group having 1-6 carbon atoms, then A is a bis(alkoxyethoxy)phosphinyl group, a bis(atkoxyethoxy- ethoxy)phosphinyl group, an N-alkylaminocarbonyl group, the alkyl group of which is substituted with a dialkylamino group, or an alkyloxycarbonyl group, the alkyl group of which is substituted with a dialkylamino group or a hydroxyalkyldithio group; (b) when X is a trifluoromethyl group and R is an alkylene or alkylidene group having 8-12 carbon atoms, then A is a carboxy group, an unsubstituted alkoxycarbonyl group, an aminocarbonyl group, or a cyano group; and (c) when X is an alkylsulphonyl group, then R is an alkylene or alkylidene group having 1-12 carbon atoms, and A is a carboxy group, an alkenyloxycarbonyl group, an unsubstituted or substituted alkyloxycarbonyl group, an aminocarbonyl group, or a cyano group. The compounds have a herbicidal activity. After having been processed to compositions, the compounds may be used for controlling undesired plants in agricultural and herbicultural crop in a dosage from 0.01 to 5 kg of active substance per hectare.

  本发明涉及通式如下的新型二苯醚 其中 X 是具有 1-4 个碳原子的三氟甲基或烷基磺酰基； R 是具有 1-12 个碳原子的亚烷基或亚烷基；以及 A 是具有 6-12 个碳原子的双(烷氧基乙氧基)膦酰基、具有 10-16 个碳原子的双(烷氧基乙氧基乙氧基)膦酰基、羧基、具有 3-6 个碳原子的烯氧基羰基、未取代的氨基羰基、具有 2-5 个碳原子的 N-烷基氨基羰基，其烷基被具有 2-4 个碳原子的二烷基氨基取代、氰基，或 2-5 个碳原子的烷氧羰基，其烷基可被 1-4 个碳原子的烷氧基、烷硫基或 烷磺酰基、3-6 个碳原子的烷氧基乙氧基、2-4 个碳原子的二烷基氨基或 2-4 个碳原子的羟基二硫代 烷基取代；但条件是 a) 当 X 为三氟甲基且 R 为具有 1-6 个碳原子的亚烷基或亚烷基时，则 A 为双(烷氧基乙氧基)膦酰基、双(烷氧基乙氧基-乙氧基)膦酰基、N-烷基氨基羰基（其烷基被二烷基氨基取代）或烷氧基羰基（其烷基被二烷基氨基或羟基二硫代烷基取代）； (b) 当 X 为三氟甲基且 R 为具有 8-12 个碳原子的亚烷基或亚烷基时，则 A 为羧基、未取代的烷氧羰基、氨基羰基或氰基；以及 (c) 当 X 为烷基磺酰基时，则 R 为具有 1-12 个碳原子的亚烷基或亚烷基，且 A 为羧基、烯氧羰基、未取代或取代的烷氧羰基、氨基羰基或氰基。 这些化合物具有除草活性。这些化合物经加工制成组合物后，可用于控制农作物和草本作物中的有害植物，每公顷用量为 0.01 至 5 千克活性物质。
• Phenylguanidines
  申请人：SCHERING CORPORATION

  公开号：EP0147537A1

  公开（公告）日：1985-07-10

  This invention relates to phenyl guanidine compounds. Also disclosed are methods for preparing the compounds, compositions containing them, and methods for their use as antheimintics.

  本发明涉及苯基胍化合物，还公开了制备该化合物的方法、含有该化合物的组合物以及将其用作抗海因特药的方法。